(5-PHENYL-[1,3,4]OXADIAZOL-2-YLSULFANYL)-ACETIC ACID

Base Information

• Chemical Name: (5-PHENYL-[1,3,4]OXADIAZOL-2-YLSULFANYL)-ACETIC ACID
• CAS No.: 99361-50-9
• Molecular Formula: C10H8 N2 O3 S
• Molecular Weight: 236.25
• Hs Code.: 2934999090
• Mol file: 99361-50-9.mol

Synonyms:Aceticacid, [(5-phenyl-1,3,4-oxadiazol-2-yl)thio]- (6CI,9CI); NSC 519498

Chemical Property of (5-PHENYL-[1,3,4]OXADIAZOL-2-YLSULFANYL)-ACETIC ACID

Chemical Property:

• Vapor Pressure: 5.85E-09mmHg at 25°C
• Refractive Index: 1.654
• Boiling Point: 452°Cat760mmHg
• Flash Point: 227.2°C
• PSA: 101.52000
• Density: 1.48g/cm³
• LogP: 1.91330

Purity/Quality:

98%min ^*data from raw suppliers

(5-Phenyl-[1,3,4]oxadiazol-2-ylsulfanyl)-acetic acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5-PHENYL-[1,3,4]OXADIAZOL-2-YLSULFANYL)-ACETIC ACID

There total 7 articles about (5-PHENYL-[1,3,4]OXADIAZOL-2-YLSULFANYL)-ACETIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

carbon disulfide (75-15-0,12122-00-8) + benzoic acid hydrazide (613-94-5) + chloroacetic acid (79-11-8) → 2-((5-phenyl-1,3,4-oxadiazole-2-yl)thio)acetic acid (99361-50-9)

Guidance literature:

carbon disulfide; benzoic acid hydrazide; In N,N-dimethyl-formamide; at 20 - 70 ℃; for 4h;

chloroacetic acid; With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.916667h; chemoselective reaction;

DOI:10.14233/ajchem.2013.14148

Reference yield:

2-Mercapto-5-phenyl-1,3,4-oxadiazole (3004-42-0) + chloroacetic acid (79-11-8) → 2-((5-phenyl-1,3,4-oxadiazole-2-yl)thio)acetic acid (99361-50-9)

Guidance literature:

With potassium hydroxide; sodium carbonate; In water; Ambient temperature;

DOI:10.1246/bcsj.33.1394

Reference yield:

benzoic acid ethyl ester (93-89-0,99341-95-4) → 2-((5-phenyl-1,3,4-oxadiazole-2-yl)thio)acetic acid (99361-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol / Reflux

2: potassium hydroxide / ethanol / 20 h / Reflux

3: potassium hydroxide / water; ethanol / 5 h / Reflux

With hydrazine hydrate; potassium hydroxide; In ethanol; water;

DOI:10.1111/cbdd.12942

upstream raw materials:

(phenyl-[1,3,4]oxadiazol-2-ylmercapto)-acetic acid ethyl ester

2-Mercapto-5-phenyl-1,3,4-oxadiazole

chloroacetic acid

5-phenyl-1,3,4-oxadiazole-2(3H)-thione

Downstream raw materials:

C₁₀H₇ClN₂O₂S

2-acetylsulfanyl-5-phenyl-[1,3,4]oxadiazole

Refernces

• 1、 Soleiman-Beigi, Mohammad,Alikarami, Mohammad,Hosseinzadeh, Tahereh. "One-pot synthesis of 2-Alkylthio-1,3,4-oxadiazole and Bis-(1,3,4- oxadiazole-2-yl)thio alkyl derivatives from acid hydrazides and CS2". . p. 4939 - 4942. Retrieved 2013/07/28.
• 2、 Chu, Chang-Hu. "Synthesis and biological activity of ω-(5-aryl-1,3,4-oxadiazol-2-thio)- and ω-(5-aryl-1,3,4-oxadiazol-2-thioacetoxyl)-ω-(1-H-1,2,4-triazol-1-yl) acetophenones". . p. 229 - 232. Retrieved 2007/10/03.